Walking Tours

Walking tours for all ages

12 different experiences that will inform and entertain you.

At SquarePeg Tours, searching for unique and forgotten or even ignored history is our goal! So much history has been skipped over and fallen by the wayside in our text books and classes, programs on TV or film.

Discover the history of women, children, criminals, scandals, corruption, jails, poverty, immigration and so much more that will surely surprise you!

Remember, your guide has a Masters in Canadian History, and loves to research in her spare time. So get the best, the funniest, most tragic and surprising dirt on Winnipeg's early development between 1860-1945!

Call (204) 898-4678 to book

Boom & Bust of Winnipeg

Walk through downtown and hear how our city became the Chicago of the North and how we lost it all.
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Broadway Ghost Walk

Hear stories about haunted locations and more!
Scheduled tours: 22 ➥

Brookside Field of Honour Tour

Remembering the achievements, battles, monuments and stories of our men and women who impacted the war to end all wars.
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Exchange District Ghost Walk

Walk the dark streets with a shady guide to see and hear about some of Winnipeg’s most haunted buildings.
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History Amongst the Stones

Brookside Cemetery is the largest municipal cemetery in Winnipeg more than 100,000 people buried there.
Scheduled tours: 3 ➥

Murder, Mystery and Mayhem Tour

Follow this gallows victim, if you dare, and you will hear stories of true crime and punishment Winnipeg style.
Scheduled tours: 6 ➥

Naughty Bawdy Tour

Pull up your bootstraps and watch for coppers as you travel dark alleys of the historic Exchange District.
Scheduled tours: 6 ➥

Pestilence, Shamans and Doctors Tour

Stroll along and learn about early medicine, plagues, First Nations medicines and stories about doctors who faced unique challenges.
Scheduled tours: 1 ➥

St. John's Anglican Cathedral Cemetery Tour

Join us for a walk in a 200 year old cemetery that holds fascinating stories of movers & shakers of Winnipeg's past!
Scheduled tours: 2 ➥

Symbols, Secrets and Sacrifices Under the Golden Boy

Venture into the Manitoba Legislature and discover this building's secret identity.
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War Monuments Tour

Remembering the achievements, battles, monuments and stories of our men and women who impacted the war to end all wars.
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Wicked Winnipeg

Explore Winnipeg’s connection to notorious criminals and how they met their fate at the end of the rope.
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Wild Women of Manitoba

Get the goods on wild women who challenged the status quo and made history.
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